DOE Patents title logo U.S. Department of Energy
Office of Scientific and Technical Information

Title: Amine-appended metal-organic frameworks exhibiting a new adsorption mechanism for carbon dioxide separations

Abstract

An adsorption material is disclosed that comprises a metal-organic framework and a plurality of ligands. The metal-organic framework comprising a plurality of metal ions. Each respective ligand in the plurality of ligands is amine appended to a respective metal ion in the plurality of metal ions of the metal-organic framework. Each respective ligand in the plurality of ligands comprises a substituted 1,3-propanediamine. The adsorbent has a CO2 adsorption capacity of greater than 2.50 mmol/g at 150 mbar CO2 at 40° C. Moreover, the adsorbent is configured to regenerate at less than 120° C. An example ligand is diamine 2,2-dimethyl-1,3-propanediamine. An example of the metal-organic framework is Mg2(dobpdc), where dobpdc4− is 4,4′-dioxidobiphenyl-3,3′-dicarboxylate. Example applications for the adsorption material are removal of carbon dioxide from flue gas and biogasses.

Inventors:
; ;
Issue Date:
Research Org.:
Univ. of California, Berkeley, CA (United States)
Sponsoring Org.:
USDOE
OSTI Identifier:
1986639
Patent Number(s):
11458431
Application Number:
16/481,039
Assignee:
The Regents of the University of California (Oakland, CA)
Patent Classifications (CPCs):
B - PERFORMING OPERATIONS B01 - PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL B01D - SEPARATION
B - PERFORMING OPERATIONS B01 - PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL B01J - CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY
DOE Contract Number:  
SC0001015
Resource Type:
Patent
Resource Relation:
Patent File Date: 02/17/2018
Country of Publication:
United States
Language:
English

Citation Formats

Long, Jeffrey R., Milner, Phillip J., and Siegelman, Rebecca L. Amine-appended metal-organic frameworks exhibiting a new adsorption mechanism for carbon dioxide separations. United States: N. p., 2022. Web.
Long, Jeffrey R., Milner, Phillip J., & Siegelman, Rebecca L. Amine-appended metal-organic frameworks exhibiting a new adsorption mechanism for carbon dioxide separations. United States.
Long, Jeffrey R., Milner, Phillip J., and Siegelman, Rebecca L. Tue . "Amine-appended metal-organic frameworks exhibiting a new adsorption mechanism for carbon dioxide separations". United States. https://www.osti.gov/servlets/purl/1986639.
@article{osti_1986639,
title = {Amine-appended metal-organic frameworks exhibiting a new adsorption mechanism for carbon dioxide separations},
author = {Long, Jeffrey R. and Milner, Phillip J. and Siegelman, Rebecca L.},
abstractNote = {An adsorption material is disclosed that comprises a metal-organic framework and a plurality of ligands. The metal-organic framework comprising a plurality of metal ions. Each respective ligand in the plurality of ligands is amine appended to a respective metal ion in the plurality of metal ions of the metal-organic framework. Each respective ligand in the plurality of ligands comprises a substituted 1,3-propanediamine. The adsorbent has a CO2 adsorption capacity of greater than 2.50 mmol/g at 150 mbar CO2 at 40° C. Moreover, the adsorbent is configured to regenerate at less than 120° C. An example ligand is diamine 2,2-dimethyl-1,3-propanediamine. An example of the metal-organic framework is Mg2(dobpdc), where dobpdc4− is 4,4′-dioxidobiphenyl-3,3′-dicarboxylate. Example applications for the adsorption material are removal of carbon dioxide from flue gas and biogasses.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {Tue Oct 04 00:00:00 EDT 2022},
month = {Tue Oct 04 00:00:00 EDT 2022}
}

Works referenced in this record:

Recent advances in carbon dioxide capture with metal-organic frameworks
journal, August 2012


Process for Separating off Acidic Gases by Means of Metal-Organic Frameworks Impregnated with Amines
patent-application, March 2012


Materials challenges for the development of solid sorbents for post-combustion carbon capture
journal, January 2012


Post-Combustion CO2 Capture Using Solid Sorbents: A Review
journal, September 2011


Adsorption Equilibrium of Binary Mixtures of Carbon Dioxide and Water Vapor on Zeolites 5A and 13X
journal, September 2010


Modification of the Mg/DOBDC MOF with Amines to Enhance CO 2 Adsorption from Ultradilute Gases
journal, April 2012


Effect of Amine Surface Coverage on the Co-Adsorption of CO 2 and Water: Spectral Deconvolution of Adsorbed Species
journal, November 2014


Analysis and Status of Post-Combustion Carbon Dioxide Capture Technologies
journal, October 2011


M2(m-dobdc) (M = Mg, Mn, Fe, Co, Ni) Metal–Organic Frameworks Exhibiting Increased Charge Density and Enhanced H2 Binding at the Open Metal Sites
journal, August 2014

  • Kapelewski, Matthew T.; Geier, Stephen J.; Hudson, Matthew R.
  • Journal of the American Chemical Society, Vol. 136, Issue 34, p. 12119-12129
  • https://doi.org/10.1021/ja506230r

Enhanced selective CO 2 adsorption on polyamine/MIL-101(Cr) composites
journal, January 2014


Capture of carbon dioxide from flue gas on TEPA-grafted metal-organic framework Mg2(dobdc)
journal, October 2013


Alkylamine functionalized metal-organic frameworks for composite gas separations
patent, November 2018


Strong CO2 Binding in a Water-Stable, Triazolate-Bridged Metal−Organic Framework Functionalized with Ethylenediamine
journal, July 2009

  • Demessence, Aude; D’Alessandro, Deanna M.; Foo, Maw Lin
  • Journal of the American Chemical Society, Vol. 131, Issue 25, p. 8784-8786
  • https://doi.org/10.1021/ja903411w

Exceptional CO 2 working capacity in a heterodiamine-grafted metal–organic framework
journal, January 2015


Stabilization of Amine-Containing CO 2 Adsorbents: Dramatic Effect of Water Vapor
journal, May 2010


Pore Environment Effects on Catalytic Cyclohexane Oxidation in Expanded Fe 2 (dobdc) Analogues
journal, October 2016


Alkylamine Functionalized Metal-Organic Frameworks for Composite Gas Separations
patent-application, October 2014


Controlling Cooperative CO 2 Adsorption in Diamine-Appended Mg 2 (dobpdc) Metal–Organic Frameworks
journal, July 2017


Tuning the Adsorption-Induced Phase Change in the Flexible Metal–Organic Framework Co(bdp)
journal, November 2016


Removal of CO2 from Gases Having Low CO2 Partial Pressures, Using 2,2'-(Ethylenedioxy)-Bis-(Ethylamine)(9EDEA)
patent-application, October 2012


Solid amine sorbents for CO 2 capture by chemical adsorption: A review
journal, March 2017


Amine Absorbent and a Method for C02 Capture
patent-application, June 2014


Amine-functionalized metal–organic frameworks: structure, synthesis and applications
journal, January 2016


The Mechanism of Carbon Dioxide Adsorption in an Alkylamine-Functionalized Metal–Organic Framework
journal, April 2013


Alkylamine functionalized metal-organic frameworks for composite gas separations
patent, January 2018


Humidity as a Method for Controlling CO2 Adsorption with Step-Shaped Adsorbents
patent-application, June 2021


An ethylenediamine-grafted Y zeolite: a highly regenerable carbon dioxide adsorbent via temperature swing adsorption without urea formation
journal, January 2016


Carbon Dioxide Capture in Metal–Organic Frameworks
journal, September 2011


Enhanced carbon dioxide capture upon incorporation of N,N′-dimethylethylenediamine in the metal–organic framework CuBTTri
journal, January 2011


Removal of CO2 from Gases of Low CO2 Partial Pressures by Means of 1,2 Diaminopropane
patent-application, March 2013


Water Stability and Adsorption in Metal–Organic Frameworks
journal, September 2014


Molecular Simulation Study of the Competitive Adsorption of H 2 O and CO 2 in Zeolite 13X
journal, December 2013


CO 2 induced phase transitions in diamine-appended metal–organic frameworks
journal, January 2015


Direct Air Capture of CO 2 Using Amine Functionalized MIL-101(Cr)
journal, August 2016


Progress in adsorption-based CO 2 capture by metal–organic frameworks
journal, January 2012


Alkylamine-Tethered Stable Metal-Organic Framework for CO 2 Capture from Flue Gas
journal, January 2014


Cooperative insertion of CO2 in diamine-appended metal-organic frameworks
journal, March 2015


Amine Scrubbing for CO2 Capture
journal, September 2009


Carbon capture and storage update
journal, January 2014


Probing the mechanism of CO 2 capture in diamine-appended metal–organic frameworks using measured and simulated X-ray spectroscopy
journal, January 2015


Hydrogen Storage in the Expanded Pore Metal–Organic Frameworks M 2 (dobpdc) (M = Mg, Mn, Fe, Co, Ni, Zn)
journal, February 2016


Capture of Carbon Dioxide from Air and Flue Gas in the Alkylamine-Appended Metal–Organic Framework mmen-Mg2(dobpdc)
journal, April 2012


Overcoming Two Carbon Dioxide Adsorption Steps in Diamine-Appended Metal -Organic Frameworks
patent-application, February 2019


A Diaminopropane-Appended Metal–Organic Framework Enabling Efficient CO 2 Capture from Coal Flue Gas via a Mixed Adsorption Mechanism
journal, September 2017


Putting an ultrahigh concentration of amine groups into a metal–organic framework for CO 2 capture at low pressures
journal, January 2016


Functionalisation of MOF open metal sites with pendant amines for CO2 capture
journal, January 2012


Carbon dioxide capturing technologies: a review focusing on metal organic framework materials (MOFs)
journal, December 2013


New Insights into the Interactions of CO 2 with Amine-Functionalized Silica
journal, December 2008


Carbon Dioxide Capture: Prospects for New Materials
journal, July 2010


Simultaneous in Situ X-ray Diffraction and Calorimetric Studies as a Tool To Evaluate Gas Adsorption in Microporous Materials
journal, December 2015


Polyamine-Appended Metal-Organic Frameworks for Carbon Dioxide Separations
patent-application, May 2019


Mechanisms and Kinetics for Sorption of CO 2 on Bicontinuous Mesoporous Silica Modified with n -Propylamine
journal, September 2011


A review on solid adsorbents for carbon dioxide capture
journal, March 2015


Introduction to Metal–Organic Frameworks
journal, September 2011